Chlorides-buliding-blocks

202197-26-0, Name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, 202197-26-0, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

3-Chloro-4-((3-fluorobenzyl)oxy)aniline (12.58 g, 50 mmol) was added to 100 ml of benzene and stirred well.0.4 g of acetic acid (as a catalyst) was added, followed by dropwise addition of trimethyl orthoformate (2.65 g, 25 mmol) with an addition funnel at room temperature.After the completion of the dropwise addition, the Dean-Stark apparatus was installed, and the reaction mixture was placed in an oil bath and heated to 80 C for 1 hour.The Dean-Stark device collects ethanol; then the temperature is raised to 110 C for 2 h, after the reaction is finished, it is cooled to room temperature and placed in an ice bath.The solid was filtered, and the filter cake was washed with a little toluene to give (E)-N’-(3-chloro-4-((3-chlorobenzyl)oxy)phenyl)-N-(3-Chloro-4-((3-fluorobenzyl)oxy)phenyl)carboxamidine 11.9 g, yield 89.9%.

Statistics shows that 3-Chloro-4-((3-fluorobenzyl)oxy)aniline is playing an increasingly important role. we look forward to future research findings about 202197-26-0.

Reference:
Patent; Yancheng Normal College; Nanjing University Of Technology Dafeng Ocean Industrial Institute; Sun Yaquan; Zong Chaoyang; Gu Huiwen; (10 pag.)CN108440420; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

39989-43-0, name is 3,5-Dichlorobenzylamine, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 39989-43-0

To 3,5-dichlorobenzylamine (0.49 g, 2.8 mmol) in DCM (5 ml.) was added the alpha,beta- unsaturated ketone 24 (2.12 mmol) in DCM (10 ml_). After stirring at room temperature for 15 mins, Fmoc-diaminobutyric acid(Boc)-OH (1.35 g, 3.1 mmol) and DIC (0.5 ml_, 3.2 mmol) was added. The reaction was stirred at room temperature overnight. The DCM was removed by rotary evaporation and the residue was subjected to column chromatography on silica gel using petroleum spirit:EtOAc (1 :1 to 0:1 ), providing compound 25 (0.48 g, 22%).

Statistics shows that 39989-43-0 is playing an increasingly important role. we look forward to future research findings about 3,5-Dichlorobenzylamine.

Reference:
Patent; MIMETICA PTY LTD; BLASKOVICH, Mark, Arnold, Thomas; CASSIDY, Peter, Joseph; WO2010/96854; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

118-69-4, The chemical industry reduces the impact on the environment during synthesis 118-69-4, name is 2,6-Dichlorotoluene, I believe this compound will play a more active role in future production and life.

To 400ml of 1-butyl-2,3-dimethylimidazole hexafluorophosphate was added 650g 20%Aqueous solution of sodium methyl mercaptan, heated to a reduced pressure and distilled to 100C/0.08MPa, keeping no distillate flowing out, then suspending heating, adding 200g of 2,6-dichlorotoluene to the system, maintaining at 100C for 3 hours, then cooling to 35 , 30g of methyl chloride gas was introduced into the kettle, kept for 1 hour, and atmospheric distillation was started. After 55 and no distillate flowed out, it was changed to another receiving bottle and vacuum distillation was started. It stopped after 180/0.09MPa heating,A total of 205 g of distillate was received, which was 2-methylthio-6-chlorotoluene with a yield of 97.3%; after the vacuum distillation was completed, the remaining ionic liquid solution was filtered to remove inorganic salts for recovery

The chemical industry reduces the impact on the environment during synthesis 2,6-Dichlorotoluene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shenyang Kechuang Chemicals Co., Ltd.; Lin Yang; Yang Zhaoguo; Li Ziliang; Ming Xu; Li Tao; Zhang Chuanyang; Hu Jinying; (7 pag.)CN111233721; (2020); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

348-59-4, These common heterocyclic compound, 348-59-4, name is 2,5-Dichlorofluorobenzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

b [3-Cyclopropyl-3-(2.5-dichlorophenoxy)propyl]methylcarbamic Acid, 1,1-dimethylethyl Ester 1,4-Dichloro-2-fluorobenzene (165 mg, 1.00 mmol) and (3-cyclopropyl-3-hydroxypropyl)methylcarbamic acid, 1,1-dimethylethyl ester (230 mg, 1.00 mmol) were dissolved in dimethylsulfoxide (10 ml) under nitrogen at room temperature. To the resulting solution was added sodium hydride (60% in oil) (80 mg, 2.00 mmol). The solution was then allowed to stir at room temperature under nitrogen for 24 h. The mixture was then poured into water and extracted with diethyl ether three times. The combined organic fractions were washed with brine and dried over magnesium sulfate. The solvent was evaporated and the residue eluted down a flash chromatography column using 10% ethyl acetate/isohexane as eluent to give 175 mg (47%) of the title compound as an oil. 1H NMR 300 MHz (CDCl3) 7.26 (1H, m), 6.96 (1H, s), 6.87 (1H, m), 3.80 (1H, q), 3.42 (2H, m), 2.84 (3H, s), 2.01 (2H, m), 1.43 (9H, s), 1.10 (1H, m), 0.54 (2H, d), 0.30 (2H, bm).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 348-59-4.

Reference:
Patent; Cheshire, David; Connolly, Stephen; Cox, David; US2003/65174; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common compound: 54932-72-8, name is 4-Bromo-1-chloro-2-methylbenzene, belongs to chlorides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 54932-72-8

General procedure: Nitrogen was purged through a stirred solution of 4-bromo-1-chloro-2-methylbenzene (258muL, 1.95mmol) in 1,4-dioxane (5mL) for 30min rac-BINAP (363mg, 1.95mmol), caesium carbonate (1.27g, 3.89mmol), 1-Boc-piperazine (363mg, 1.95mmol) and Pd(OAc)2 (87mg, 0.039mumol) and stirred at reflux for 14h under N2. The reaction was filtered through celite and concentrated in vacuo. The residue was dissolved in EtOAc (20mL), filtered through celite and washed with additional EtOAc (50mL). The organic layer was washed with water (2¡Á20mL) and brine (2¡Á20mL), dried with Na2SO4 and concentrated in vacuo. The crude residue was purified by column chromatography (100% CyHex to 10% EtOAc/CyHex) to obtain the protected intermediate as a solid (413mg, 68%). MS, m/z=255 (100) [M-tBu]. The intermediate was dissolved in a 1:3 mixture of TFA/DCM (4mL) and stirred at 20C for 1h. The solvent was evaporated in vacuo and the crude residue dissolved in EtOAc (10mL) which was successively washed with a 10% solution of NaHCO3 (10mL), water (10mL) and brine (10mL). The organic layer dried with Na2SO4 and concentrated in vacuo to obtain 92 as a solid (211mg, 76%). 1H NMR (300MHz; CDCl3): delta 7.23 (d, J 8.8Hz, 1H), 6.80 (d, J 2.9Hz, 1H), 6.71 (dd, J 3.0, 8.7Hz, 1H), 3.35-3.19 (m, 8H), 2.35 (s, 3H). MS, m/z=211 (100) [M+H]+, 213 (30).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 54932-72-8, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Blackmore, Timothy R.; Jacobson, Jonathan; Jarman, Kate E.; Lewin, Sharon R.; Nguyen, William; Purcell, Damian F.; Sabroux, Helene Jousset; Sleebs, Brad E.; European Journal of Medicinal Chemistry; vol. 195; (2020);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 54932-72-8, name is 4-Bromo-1-chloro-2-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., 54932-72-8

a. 4-(4-chloro-3-methylphenyl)-1-methyl-1H-pyrazole A mixture of 2-chloro-5-bromotoluene (305 mg, 1.48 mmol), 1-methylpyrazole-4-boronic acid pinacol ester (315 mg, 1.51 mmol), Pd(dppf)Cl2 (130 mg, 0.16 mmol), and K2CO3 (400 mg, 2.89 mmol) in a mixture of THF (4 mL) and water (1.2 mL) was heated at 120 C. for 1 h under microwave irradiation. The reaction mixture was concentrated in vacuo and purified by Biotage (SNAP 25 g column, cyclohexane/EtOAc 90/10->50/50) to give the title compound as a brown oil (215 mg, 70%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Merck Patent GmbH; Cancer Research Technology, Ltd.; SCHIEMANN, Kai; BLAGG, Julian; MALLINGER, Aurelie; RINK, Christian; SEJBERG, Jimmy; HONEY, Mark; (139 pag.)US2016/16951; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common compound: 54932-72-8, name is 4-Bromo-1-chloro-2-methylbenzene, belongs to chlorides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 54932-72-8

Nitrogen gas was purged through a stirred solution of 5-bromo-2-chiorotoluene (452 muIota, 3.41 mmol) in 1 ,4-dioxane (15 ml) for 30 mins. 2,2′-Bis(diphenylphosphino)-1 , 1 ‘- binaphthyl (212 mg, 0.34 mmol), Pd(OAc)2 (153 mg, 0.68 mmol) and Cs2C03 (2.22 g, 6.81 mmol) were then added. The stirred solution was then purged of nitrogen for a further 30 min after which 1-Boc-3-aminopyrrolidine (745 muIota, 4.09 mmol) was added and solution stirred at reflux for 48 h under N2. The solvent was then evaporated in vacuo and the crude residue dissolved in EtOAc (40 ml) which was then washed with water (2 x 30 ml), brine (2 chi 30 ml), dried with Na2S04, filtered and concentrated. The crude residue was then purified by column chromatography (100% CyHex to 10% EtOAc/CyHex) to obtain WIN-321 -142-01 as a solid (111 mg, 10.4%).1H NMR (CDCI3): delta 7.13 (d, J 8.4 Hz, 1H), 6.48 (d, J 2.6 Hz, 1H), 6.39 (dd, J 8.58, 2.86 Hz, 1H), 3.99 (br. s., 1H), 3.79-3.57 (m, 2H), 3.56-3.38 (m, 2H), 3.31 -3.14 (m, 1H), 2.30 (s, 3H), 2.10 – 2.26 (m, 1 H), 1.96 – 1.79 (m, 1 H), 1.47 (s, 9H). MS, m/z = 255 (100) [M-56], 257 (30).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 54932-72-8, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE UNIVERSITY OF MELBOURNE; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; SLEEBS, Brad; PURCELL, Damian Francis John; JACOBSON, Jonathan; LEWIN, Sharon; NGUYEN, William; (163 pag.)WO2017/219083; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

4090-55-5, The chemical industry reduces the impact on the environment during synthesis 4090-55-5, name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, I believe this compound will play a more active role in future production and life.

To a stirred solution of S2 (0.84 g, 1.50 mmol) in THF (5 mL) at rt, 60%NaH (0.24 g, 6.0 mmol) was added and stirred for 30 min. Then 2,2-dimethyltrimethylene phosphorochloridate (0.39 g, 2.2 mmol) was added in one portion. After stirring for 9 hours at rt, the reaction was quenched by saturated aqueous NaHCO3 and extracted with EtOAc. The organic layer was washed with water and brine and dried over MgSO4. After filtration, the reaction mixture was concentrated in vacuo and the crude product was purified by column chromatography to give 1c as colorless foam in 85% yield (0.90 g, 1.3 mmol). 4-Fluorophenyl 3,4,6-tri-O-benzyl-2-O-(2,2-dimethyltrimethylenephosphornoyl)-1-thio-alpha-D-mannopyranoside (1c). TLC (hexane/EtOAc 5:3):Rf 0.50. [alpha]D = +76.8 (c = 1.1, CHCl3). 1H NMR (CDCl3, 600 MHz) 7.45 (dd, J= 9.0, 5.4 Hz, 2 H), 7.41 – 7.40 (m, 2 H), 7.35 – 7.27 (m, 11 H), 7.25 – 7.23 (m, 2H), 6.94 (pseudo-t, J = 9.0 Hz, 2 H), 5.59 (d, J = 1.8 Hz, 1 H), 5.11 (dt, J = 7.8,2.4 Hz), 4.91 (d, J = 10.8 Hz, 1 H), 4.82 (d, J = 11.4 Hz, 1 H), 4.63 (d, J = 11.4Hz, 1 H), 4.62 (d, J = 11.4 Hz, 1 H), 4.59 (d, J = 10.8 Hz, 1 H), 4.48 (d, J = 12.0Hz, 1 H), 4.33 (ddd, J = 5.4, 4.2, 3.0 Hz, 1 H), 4.14 (d, J = 10.8 Hz, 1 H), 4.09 (d,J = 10.8 Hz, 1 H), 3.96 (pseudo-t, J = 9.6 Hz, 1 H), 3.91 – 3.85 (m, 2 H), 3.76(ddd, J = 21.6, 10.8, 3.0 Hz, 1 H) 3.75 (dd, J = 10.8, 3.0 Hz, 1 H) 3.67 (ddd, J =22.2, 11.4, 3.0 Hz, 1 H), 1.22 (s, 3 H), 0.63 (s, 3 H). 13C NMR (CDCl3, 150 MHz) 162.8 (d, J = 246.9 Hz), 138.2, 138.0, 137.4, 134.9 (d, J = 8.1 Hz), 128.5,128.4, 128.36, 128.34, 128.2 (d, J = 3.3 Hz), 128.1, 128.0, 127.9, 127.6, 116.2 (d,J = 21.9 Hz), 87.4, 79.1, 78.39, 78.35, 78.30, 78.25, 78.1, 75.2, 74.4, 74.3, 74.1,73.4, 72.6, 71.9, 69.0, 32.0, 21.8, 20.1. HRMS (ESI) m/z calcd for C38H42FNNaO8PS [M+Na]+, 731.2214; found, 731.2223.

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide. I believe this compound will play a more active role in future production and life.

Reference:
Article; Manmode, Sujit; Sato, Takumi; Sasaki, Norihiko; Notsu, Ikumi; Hayase, Shuichi; Nokami, Toshiki; Itoh, Toshiyuki; Carbohydrate Research; vol. 450; (2017); p. 44 – 48;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 60811-18-9, name is 4-Bromo-1-chloro-2-fluorobenzene, A new synthetic method of this compound is introduced below., 60811-18-9

(5) Metal magnesium in an amount of 1.2 g was suspended in 20 ml of THF under nitrogen gas stream, and a solution prepared by dissolving 9.6 g of 3-fluoro-4-chloro-bromobenzene in 50 ml of THF was added dropwise thereto and stirred at room temperature for 1 hour to prepare a solution of Grignard reagent. In 30 ml of THF was dissolved 9.7 g of the 4-(trans-4-(2-(trans-4-n-propylcyclohexyl)ethyl)cyclohexyl)iodobenzene mentioned above, 1 g of palladium chloride was added thereto, and they were stirred under a reflux. The Grignard reagent prepared by the procedures mentioned above was added dropwise thereto and they were reacted while stirring for 2 hours. Reaction solution thus obtained was added to 100 ml of dilute hydrochloric acid and the product was extracted with 100 ml of heptane. Organic layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under a reduced pressure to obtain a yellow-brown oily product. This product was purified by a column chromatography over an alumina by using heptane as an eluent. Further, the product was recrystallized from heptane to obtain 2.3 g of the subject compound. CN 138.1, NI 227.7 According to the procedures mentioned above, following Compounds No. 2 to No. 63 were synthesised:

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Chisso Corporation; US5858275; (1999); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 1127-85-1, name is 2,4-Dichloro-5,6,7,8-tetrahydroquinazoline, I believe this compound will play a more active role in future production and life. 1127-85-1

to stire solution of 2,4-dichloro-5,6,7,8-tetrahydroquinazoline (6.46g, 18.8 mmol) in THF(5 mL) was added (rac)-(28,38)-methyl 3-aminobicyclo[2.2.2]octane-2-carboxylate (1.99 g,20 10.8 mmol) and DIPEA (4.2 g, 5.68 mL, 32.5 mmol) and the resulting reaction mixturesolution was stirred at 70 oc for 12 h. After cooling to room temperature, the reactionmixture was poured into water (1 00 mL) and extracted with EtOAc (150 mL twice). Thecombined organic layers were washed with brine, dried over anhydrous Na2804 , filteredand concentrated in vacuo to give a crude product, which was purified by silica gel flash chomatography (0-40% EtOAc-hexane gradient) to afford the title compound ( 1 g, 26.4%yield) as white foam. MS: 350.1 [M+Ht

The chemical industry reduces the impact on the environment during synthesis 1127-85-1. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; ZBINDEN, Katrin Groebke; KUHN, Bernd; WANG, Lisha; LIU, Yongfu; WU, Jun; SHEN, Hong; SHI, Tianlai; (174 pag.)WO2017/133664; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics